호데닌
호데닌 · Hordeine · Hordenin · Anhalin · Cactine · Anhaline · Hordetin · Ordenina
식별자 및 물리적 특성
| CAS No. | 539-15-1 |
|---|---|
| 분자식 | C10H15NO |
| 평균 분자량 | 165.23 g/mol |
| 단동위원소 질량 | 165.1153641 g/mol |
| SMILES | CN(C)CCc1ccc(O)cc1 |
| InChIKey | KUBCEEMXQZUPDQ-UHFFFAOYSA-N |
| PubChem CID | 68313 |
| ChEMBL | CHEMBL505789 |
| ChEBI | CHEBI:5764 |
| EC No. | 208-710-4 |
| DTXSID | DTXSID2046096 |
| 현지명 | 호데닌 |
화학 및 물리적 성질
| XLogP | 2.1 |
|---|---|
| 극성 표면적 | 23.5 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 117 |
| 의약품 | Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds |
| 용해도 | 7 mg/mLDMSO(약간 용해됨), 메탄올(약간 용해됨) |
| Human Drugs | Pharmaceuticals |
| 녹는점 | 117.5 °C117-118° |
| Physical Description | Solid |
| Collision Cross Section | 137.8 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| 끓는 점 | bp11 173° |
| 밀도 | 1.0203 (rough estimate) |
| 굴절률 | 1.4820 (estimate) |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 물리적 상태 | Solid |
| pKa(산도 계수) | 10.05±0.26(Predicted) |
| 색상 | 옅은 노란색에서 어두운 베이지까지 |
| Merck | 14,4746 |
| BRN | 2207615 |
| 주요 응용 | 대사체학비타민, 기능성 식품 및 천연 제품 |
| 화장품 원료 기능 | 피부 보호 |
| InChI | 1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3 |
| InChIKey | KUBCEEMXQZUPDQ-UHFFFAOYSA-N |
| SMILES | CN(C)CCc1ccc(O)cc1 || CN(C)CCc1ccc(O)cc1 |
| LogP(분배 계수) | 1.400 (est) |
| NIST | Phenol, 4-[2-(dimethylamino)ethyl]-(539-15-1) |
화학적 성질
Light yellow solid
안전 및 규제
| GHS 분류 | WarningH302 (92.7%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (92.7%) |
| 수질 위해 등급(WGK) | 3 |
| 관세 코드 | 29222990 |
| 위험 문구(R) | 22-36-43 |
| 위험 표시 | Xn |
| 안전 문구(S) | 26-36/37 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Hordenine (Item No. 21626) is a naturally occurring alkaloid found in a variety of plants, most commonly germinated barley (Hordeum species) from which the name is derived, and is structurally classified as a phenethylamine. It is biosynthesized by the step-wise double methylation of tyramine . Hordenine binds to and activates the dopamine D2 receptor (Ki = 13 μM) but antagonizes D2 receptor β-arrestin recruitment. It inhibits tyrosinase activity and expression at concentrations ≥ 50 μM resulting in reduced melanin accumulation in human melanocytes. Hordenine is present in significant amounts in beer and can be measured in serum in the free form, for up to 2 hours, and the glucuronidated form, for up to 6 hours, after beer consumption. This product is intended for research and forensic applications.
용도
Hordenine is suitable to study the effect of reed canary grass alkoloids on in vito digestibility. It is also suitable for use as a standard to identify endogenous hordenine in ungerminated and germinated barley by HPLC/diode array detection analysis. Hordenine may be used as an analytical reference material and in research on the activities of phenethylamine type alkaloids.